Bill Gurley says that right now, the worst thing you can do for your career is play it safe

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Why This Matters

Bill Gurley emphasizes the importance of taking calculated risks in one's career, warning against playing it safe and seeking unattainable mentors.

Market Impact

Market impact analysis based on bullish sentiment with 80% confidence.

Sentiment
Bullish
AI Confidence
80%
Time Horizon
Short Term

Article Context

Note: This is a brief excerpt for context. Click below to read the full article on the original source.

"The number one thing is to get out of your head this ideal that gets passed around in the self-help world: 'go get a mentor,' and everyone runs out and cold calls someone that's ridiculously too high and unachievable, and it doesn't work."

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Original article published by TechCrunch on February 23, 2026.
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